Home Vacation Home Rentals By Owner In Killington, VT

Showing 100 Of 234 Vacation Rentals
Slider Thumb
Exceptional(6)

$373.61

/ Nightly
Private Vacation Home

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Killington, Vermont, United States

The Breakaway House is a well-maintained and thoughtfully updated duplex located just off Killington's main access road. This listing is for the right side of the home (Unit B) and offers three bedrooms and two bathrooms across two levels, with the option to rent both sides together for larger groups. Known as one of the most loved and frequently returned-to homes in Killington, it offers a comfortable layout with the main living space upstairs and bedrooms on the main floor, creating a great balance of gathering space and privacy. Inside, enjoy Smart TVs with streaming, games, a cozy wood-burning stove, and an open kitchen ideal for shared meals and celebrations. In warmer months, take advantage of the large back deck, perfect for grilling, outdoor dining, and relaxing, along with yard space to unwind after a day exploring the area. Conveniently located close to everything Killington has to offer, The Breakaway House is a welcoming and reliable home base for your Vermont getaway in any season. Pet fee may apply.brbr• Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking.br• Our minimum rental age is 25.br• The house is a duplex. This listing is for the right unit of the duplex. There may be other guests in the left unit. The back desk is shared space. You may also book both units if you wish.br• We will provide you with access codes for our smart locks to come and go as you please.br• We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge.br• Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house.br• You must e-sign and return our written rental agreement after you complete your booking.br• For your safety and ours, we have a camera on the front of the house. This is outside and not in the living areas.br• Quiet hours are from 10pm - 8am.br• Fireworks are not permitted.br• Pets are considered. A $155 pet fee would apply.br• We partner with Killington and offer discounted lift tickets for our guests. We also offer discounts on rentals!br• Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended.brbrSKI RESORTS: Killington Snowshed Base (3.0 miles), Killington K1 Base (3.7 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Skiing (1.0 mile)brGOLF: Killington Golf Course (3.0 miles), Green Mountain National Golf Course (3.5 miles)brNIGHTLIFE: Pickle Barrel (0.9 miles), Wobbly Barn (1.4 miles), Nitespot (2.0 miles), The Foundry at Summit Pond (0.3 miles)brWEDDINGS: Killington Grand Resort (3.1 miles), Mountain Top Inn & Resort (14.2 miles)brAIRPORT: Rutland Regional Airport (18.6 miles), Burlington International Airport (74.4 miles), Albany International Airport (113 miles), Manchester-Boston Regional Airport (116 miles)
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(24)

$303.9

/ Nightly
Private Vacation Home

Hemlock Ridge 6A is a cute updated townhouse located very close to Killington night life. (please note this unit has NO AIR CONDITIONING) The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Killington, Vermont, United States

Quietly secluded, Hemlock Ridge is conveniently located near the heart of Killington's fast-paced scenery. With its mountain-town d�cor and room for up to 8 people, this three-bedroom, two-bathroom Killington vacation rental has all the amenities you need! There's a great stone fireplace with a retro neon light of Killington mountain. New furniture and appliances are a great update to the living area. While this property welcomes pets, we do charge an additional $150.00 per pet. (please note this unit has NO AIR CONDITIONING) The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.brbrHave a home-cooked meal after a long day at the slopes with its newly-renovated kitchen and enjoy each other's company at the large dining table. Afterward, sit by the fireplace with a hot cup of cocoa in the very spacious living area. Bedrooms one and two have queen beds, and bedroom three includes two bunk beds with a twin on the top, and a queen on the bottom. All three bedrooms are located on the top level of this spacious, rustic condominium. If you would like a night out, Killington has some of the best night life spots around, and they are all within walking distance from your condo! So if you want the seclusion, along with the convenience to all of Killington's popular restaurants and night life spot, then Hemlock Ridge 6A is the place for you! brbr• Killington Resort extensive system of mountain biking trails.br• Killington Adventure Center – Zip Lines, Mountain Coaster, Free Fall Jump Tower and morebr• Hiking – Vermont’s Long Trail, Appalachian Trailbr• Kayaking – Kent Pond, Woodward Reservoir and Chittenden Pond and morebr• Coolidge Homestead – Vermont’s #1 visited site in Plymouth VT only 20 minutes awaybr• Woodstock VT filled with wonderful shops and art galleriesbr• Marsh Billings Rockefeller National Historical Park in Woodstock VTbr• Billings Farm Museum – a wonder family activitybr• Green Mountain Golf Course – the # 1 public course in the statebr• Killington Golf Course owned by the resortbr• VINS – Vermont Institute of Natural Science – a rescue and birt sanctuary.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(8)

$317.84

/ Nightly
Private Vacation Home

Colony Club C12 Located in the heart of Killington is a beautiful spacious townhouse with plenty of space for multiple families to vacation together. (please note this unit has NO AIR CONDITIONING) The Killington golf course and Green Mountain Natio

Killington, Vermont, United States

Colony Club C12, located in the heart of Killington, features breathtaking views of Killington resort. This three-bedroom, three-bathroom Killington vacation rental will make you give you the feeling of being in a winter wonderland. As you walk into your unit, be sure to grab a bundle of firewood to ignite a warm and cozy fire to warm your feet after a fun-filled day on the slopes. For more relaxation, there is a sauna and an oversize Jacuzzi tub to soak your sore muscles. br(please note this unit has NO AIR CONDITIONING) Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.brbrBedrooms one and two, located on the top level, have queen beds. Bedroom three, which is on the middle level, also has queen bed. All three of these bedrooms are great for groups with couples! Downstairs, there is a bunk bed, with a trundle underneath, along with a twin cot. And for extra room, there is a queen sleeper sofa in the living area. Colony Club C12 is within walking distance to Killington's famous restaurants and nightlife. This vacation rental is perfect with its amazing views, amenities, and convenient distance to Killington Resort and nightlife.brbrYou can't beat Killington Resort when it comes to skiing and riding. The Beast offers the most terrain in the east, the best snowmaking and the most amazing night life you can find. The mountain has terrain for all abilities and offers all levels of classes and training from beginners to extreme and advanced training from past olympians. The Killington Region offers a wide variety of outdoor sports for everyone. You can rent a snowmobile and take a tour of the Green Mountains. The family can enjoy great fun at the tubing park or ice skating on the Foundry Pond. Rock out at Killington's amazing night clubs such as the Wobbly Barn, Pickle Barrel or Jax's. Come to Killington and your memories will last a lifetime.brbrThe Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines and a free fall jump tower for the dare devils and more in the Adventure center. Hike Vermont's Long Trail or branch off on to the Appalachian Trail and discover amazing views and water falls. Rent a Kayak and spend a bucolic day on Kent Pond or go river tubing on the White River. History buffs can enjoy visiting many Revolutionary battlefields as well as taking a trip to The Calvin Coolidge Homestead and Library in Plymouth, VT just 15 minutes from Killington. Woodstock, the quintessential Vermont town, is home to the Billings Farm and Museum and the Marsh-Billings-Rockefeller National Historical Park. Vermont's best public golf course, Green Mountain National Golf Course, is located right here Killington as well as the very challenging Killington Golf Course. We have everything for the whole family.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$473.18

/ Nightly
Private Vacation Home

SweetBearoline- Hot tub, Pool Table, Spacious

Killington, Vermont, United States

Welcome to Sweet Bearolines — a spacious 3-bedroom, 2.5-bath retreat where comfort meets entertainment. Enjoy an open-concept living area, a fully stocked chef’s kitchen, elegant formal spaces, and a massive game room with a pool table and TV. Relax in the hot tub on the deck or unwind in the large backyard. Upstairs, three oversized bedrooms offer plenty of space, including a primary suite with a walk-in shower and private staircase to the game room.brbrStep into Sweet Bearolines, a beautiful and expansive 3-bedroom, 2.5-bath home designed for relaxation, connection, and fun — perfect for families and groups seeking comfort and space just minutes from Killington Resort.brbrThe entryway welcomes you with two sets of stairs — one leading up to the main living area and another down to the spacious game room — and includes plenty of room for ski and gear storage, making it easy to keep everything organized after a day on the mountain.brbrOn the main level, you’ll find an open-concept living and dining area perfect for gathering, along with a fully stocked chef’s kitchen equipped with everything you need to cook and entertain. This level also features a half bath, a formal seating area, a formal dining room, and a dedicated office for remote work or quiet moments.brbrThe game room is a true highlight — a massive space featuring a pool table, large TV, and plenty of room for everyone to relax and play. There are also 2 twin beds for sleeping options in the room. From here, step outside to the deck with a private hot tub, or enjoy the spacious backyard, ideal for lounging or outdoor fun.brbrUpstairs, you’ll find three large bedrooms, each thoughtfully designed for comfort. The primary suite includes a luxurious walk-in shower and its own private staircase that connects directly to the game room — perfect for late-night relaxation or a friendly game.brbrWith its combination of cozy gathering spaces, modern amenities, and thoughtful touches like ski storage and a hot tub, Sweet Bearoline is the ultimate home base for your Killington adventure — whether you’re here to ski, explore, or simply unwind in style.brMaximum of 2 pets. They must be listed in the reservation.brOur entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$409.17

/ Nightly
Private Vacation Home

Mountain Moose Chalet- indoor hot tub, FirePit

Killington, Vermont, United States

Mountain Moose Chalet is a cozy, family-friendly home just minutes from Killington Resort. Three bedrooms, two baths, an indoor hot tub, and a bright open upstairs with a fully stocked kitchen and fireplace. Enjoy big windows, a coffee bar, fire pit, and grill. Close to hiking, biking, and the golf course — a great spot for year-round fun.brbrbrWelcome to Mountain Moose Chalet — a cozy, family-friendly getaway just minutes from Killington Resort. This three-bedroom, two-bath home is set up for easy mountain living with plenty of space to unwind after a day of exploring.brbrThe entry level features all three bedrooms and both bathrooms, plus an indoor hot tub and a convenient laundry area. The primary bedroom includes a king bed and attached ensuite. The second bedroom has two twin-over-twin bunk beds, perfect for kids or friends traveling together. The third bedroom offers a twin-over-queen bunk, giving everyone flexible sleeping space.brbrHead upstairs and you’ll find a bright, open layout with big windows that fill the space with natural light. The fully stocked kitchen has everything you need for cooking at home, along with a small coffee bar and two bar stools. The dining area flows into a comfortable living room with a fireplace — great for relaxing after a day on the mountain.brbrOutside, enjoy a fire pit, grill, and easy access to local hiking trails, mountain biking, and the Killington Golf Course. Killington Resort is just a short drive away, making this a convenient base for year-round adventures.brbrMountain Moose Chalet is designed for families, cozy evenings, and fun mountain memories.br-No smoking in unit, smoking is allowed 75 feet away from building, in the parking lot. There is a $500 Cleaning fee if there is smoking in the unit.br-In renting this home, you agree to hold the owner and manager harmless for any injury or other harm resulting from the use of the bunkbed.brMinut smart home technology measures volumes throughout the house to help us respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and required on this property.brbrYour host, Killington Mountain Homes, is pleased to offer a selection of exclusive add-on services available after booking. These optional enhancements are designed to elevate your stay and may include discounted lift tickets, early check-in and late check-out options, reduced rates on local workspaces, and additional hospitality cleaning services.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb

$267.15

/ Nightly
Private Vacation Home

Estelle Cottage- Private Sauna, Hot tub, Pool, AC

Killington, Vermont, United States

Estelle Cottage is a bright, open two-bedroom home in The Woods, just 7 minutes from Killington and Pico. Each bedroom has a king bed and en-suite bath, plus there’s a Murphy bed in the sunken living room. The easy layout includes a fully stocked kitchen and a half bath on the main level. Guests can enjoy The Woods amenities: indoor pool, hot tub, sauna, steam room, gym, and tennis courts.brbrEstelle Cottage is an open, bright two-bedroom retreat in The Woods community, offering two and a half bathrooms and plenty of space to unwind. The living room features a sunken layout, a cozy seating area, and a Murphy bed for extra guests. The kitchen, dining area, and living space flow together easily, making the home feel warm and welcoming.brbrOne bedroom is located off the kitchen and includes a king bed and its own en-suite bathroom, along with a nearby half bath for convenience. The second bedroom is upstairs and also features a king bed with a private en-suite.brbrGuests at Estelle Cottage can enjoy The Woods amenities just steps away, including the indoor pool, hot tub, sauna, steam room, gym, and tennis courts—ideal for relaxing after exploring Killington. The home is also just 7 minutes from both Killington Resort and Pico Mountain, making it a fantastic location for year-round adventure.brbrOpen, bright, and designed for comfort, Estelle Cottage is a wonderful home base for your Killington getaway.brbrThe spa will be closed from May 4–15 for spring cleaning. We’ll reopen on May 16.brOur entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$810.01

/ Nightly
Private Vacation Home

Whitetail Chalet at Killington: 4BR/2BA

Killington, Vermont, United States

Welcome to our mid-century modern chalet, perfect for a serene wooded mountain escape year-round. Recently renovated, this home offers all the comforts to make you feel right at home. Enjoy a cozy getaway with family and friends in this beautifully designed retreat.brbrThe SpacebrOur newly designed and furnished chalet is equipped with everything you need for a comfortable stay. Conveniently located, this fully renovated home accommodates up to eight guests in four bedrooms and two bathrooms. Enjoy modern amenities, including new appliances, fast and reliable WiFi, and two 55” HD televisions. The gas fireplace warms the living room, providing a cozy atmosphere with enough seating for everyone to enjoy movie nights.brbrOutdoor SpacesbrUpper Deck: Start your day with morning coffee alfresco, seated at the tables and chairs. A grill is also available for outdoor cooking.brbrLower Deck: Perfect for warmer months, this beautifully lit seating area is ideal for gatherings with friends. Open a bottle of wine and unwind.brbrNewly Added Hot Tub: Relax in the newly added four-person hot tub, perfect for soothing sore muscles after a day of adventure.brbr• The hot tub is included for the peak ski season weekends (late-December to mid-March). For other periods, there is an optional $195 set up fee. You understand use of hot tub and sauna is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless.br• Please be sure that you have entered the correct number of guests.br• Our minimum rental age is 25.br• We will provide you with access codes for our smart locks to come and go as you please.br• We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge.br• Our entire home is non-smoking. There is a $500 fine for smoking in the house.br• Quiet hours are from 10pm - 8ambr• Fireworks are not permitted.br• Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended.brbrSKI RESORTS: Killington Snowshed Base (3.0 miles), Killington K1 Base (3.7 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Skiing (1.0 mile)brGOLF: Killington Golf Course (3.0 miles), Green Mountain National Golf Course (3.5 miles)brNIGHTLIFE: Pickle Barrel (0.9 miles), Wobbly Barn (1.4 miles), Nitespot (2.0 miles), The Foundry at Summit Pond (0.3 miles)brWEDDINGS: Killington Grand Resort (3.1 miles), Mountain Top Inn & Resort (14.2 miles)brAIRPORT: Rutland Regional Airport (18.6 miles), Burlington International Airport (74.4 miles), Albany International Airport (113 miles), Manchester-Boston Regional Airport (116 miles)
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(2)

$593.38

/ Nightly
Private Vacation Home

Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining

Killington, Vermont, United States

Full Send Bend - Renovated 4BR House: Game Room, Hot Tub, Fire PitbrbrThis is the private mountain basecamp you have been looking for. Unlike a crowded condo, this newly renovated 4-bedroom house offers total privacy, a flat driveway for four cars, and high-end finishes. You get the space of a standalone home with 3.5 spa-inspired bathrooms and a layout for eight guests.brbrThe main level is built for gathering. The open-concept great room features vaulted ceilings and a floor-to-ceiling stone fireplace. The chef's kitchen comes equipped with a gas range and a built-in beverage cooler. Step out to the massive multi-level deck to grill dinner or relax in the private hot tub. Just steps away, a detached game room above the garage features a pool table, offering a separate social space for night owls or kids.brbrRest is guaranteed here. The primary suite offers a King bed and private deck access, while two Queen bedrooms provide quiet comfort. The dedicated bunk room features four sturdy beds. The bathrooms are a highlight, featuring a deep soaking tub and a rainfall shower. The backyard features a fire pit for evening s'mores. Managed by local professionals, you can expect a spotless property and 24/7 support.brbrGuests receive exclusive ski and snowboard rental discounts with local Killington partners, plus limited lift ticket deals based on availability.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(31)

$607.61

/ Nightly
Private Vacation Home

CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill

Killington, Vermont, United States

Enjoy a true Vermont experience in this home that is one of the original homes to the area. Built in 1850, this charming and gorgeous home is filled with antique touches that will make you feel relaxed and at ease. Set on almost 4 acres in the heart of Killington, this unique property has something for everyone. Enjoy the pool, the hot tub, the screened in porch, the front deck with Adirondack chairs, the fire pit in the backyard, and a wonderful sledding hill. Tesla EV Charger included. brbrbrThe home is surrounded by private gardens in the summer, beautiful foliage in the fall, a snowy forest wonderland in the winter, and spring flowers. As you walk in, you will feel the love of the generations of families who have called this Killington house their home. At the heart of the home is the kitchen with soap stone counters and a farmhouse sink overlooking incredible views. And one side of the kitchen is a charming Butler’s pantry with many unique antiques to discover. On the other side is a gorgeous tiger maple table surrounded by antique chairs that will allow you to make memories over your meals. Nearby is the living room with a fireplace and plenty of room to relax and connect with friends and family. There is a spacious master suite with a king bed, a bonus room including a desk with a printer, and an en suite bathroom. Upstairs there are three more bedrooms and an additional bathroom. There is also a wing of the home for families to connect over games, movies, and air hockey and from school. Above the family room is a charming loft with three single beds. In the loft there is a sweet antique doll house as well as a keyboard for budding musicians.brAll bedrooms and living room have AC for the summer and the pool is not heated, but the hot tub is.brbrYou will have access to the full home and the surrounding 4 acres.brbrWe are local if you need us.brbrPlease note: If you need a pack `n play or a high chair - these must be requested in advance. When you reach out to us, we can provide a link to request these for a fee via BabyQuip.br- Our floors are original from 1850, please do not wear a ski boots or a pointy shoes inside the home.br- Please cover the hot tub and pool when not in use. You acknowledge that use of the hot tub or pool is at your own risk and that special risks may be involved in using them. You accept full responsibility for any bodily injury or other harm arising from or associated with use of the hot tub or pool and hold the owner and manager harmless.br- The loft (should you choose to use it) is accessed via attached spiral staircase. In renting this house, you agree to hold the owner harmless for any injury or other harm resulting from the use of the spiral staircase and loft.br- Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable.br- Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house.brbrbrYour host, Killington Mountain Homes, is pleased to offer a selection of exclusive add-on services available after booking. These optional enhancements are designed to elevate your stay and may include discounted lift tickets, early check-in and late check-out options, reduced rates on local workspaces, and additional hospitality cleaning services.
Bed 5

Bed

Bath 2

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(37)

$991.59

/ Nightly
Private Vacation Home

Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests

Killington, Vermont, United States

Welcome to your home away from home! This spacious and updated three-level, five-bedroom residence is ideally situated just off East Mountain Road, perfectly positioned between Bear Mountain and Snowshed lodges. With all the comforts you desire, it's the perfect haven for families and friends looking to enjoy the stunning Vermont landscape.brbrOutdoor Paradise:brStep outside to a generous wrap-around deck that showcases breathtaking mountain vistas. Unwind in the outdoor hot tub after a day of adventure, or gather around the cozy propane fire pit (unavailable in the winter), surrounded by six colorful Adirondack chairs—perfect for evenings spent sharing stories and laughter.brbrCharming Entrance Level:brAs you enter, a welcoming mudroom provides a convenient spot for your gear. This level features a cozy bedroom with a bunk bed (a full-size mattress over a queen), a full bathroom, and a spacious family room complete with a large sectional and a queen sleeper sofa. Enjoy movie nights on the widescreen TV with Chromecast, or warm up by the gas fireplace for a relaxed atmosphere.brA regulation-size foosball table, a mini fridge for chilled beverages, and a variety of board games make this level a perfect hangout space for kids and adults alike. And for those clear Vermont nights, a telescope is provided for stargazing—a guest favorite!brbrBright and Spacious Second Level:brThe sunlit second level boasts a beautiful living room featuring another gas fireplace, creating a cozy gathering space. The eat-in kitchen, surrounded by windows, offers unobstructed views of the mountains, making meal preparation a delight. This level also includes a full bath with attached laundry facilities and two inviting bedrooms. Step out onto the expansive deck with outdoor furniture and a dining table for eight, ideal for enjoying meals outdoors. Grill up your favorites while soaking in the stunning scenery.brbrComfortable Third Level:brOn the third level, you'll find two full bathrooms, each equipped with a stand-in shower, along with a queen bedroom and a bedroom with two twin beds, ensuring ample space for everyone to unwind.brbrRestful Nights:brTo guarantee restful sleep, all queen beds come with new Sealy Posturepedic mattresses and Bed Gear sleep-cool pillows, ensuring you wake up refreshed and ready for another day of fun.brbr​​​​​​​Whether you're hitting the slopes, exploring hiking trails, or simply enjoying the tranquility of the mountains, this delightful home is your perfect base for an unforgettable Killington experience. Book your stay today and create lasting memories in this inviting mountain retreat!brbrThings to Note: br • No smoking of any kind is allowed anywhere on the property. A cleaning fee may be charged if evidence of smoking is found. br• The home is pet-friendly, but advance notice is required and additional charges apply. br• The primary renter must be at lease 24 years of age. br• Deck, firepit, and grill may be unavailable during the winter months due to snow. Snow may also fall from the roof onto the deck- use caution. br• Propane tanks are filled at the start of the season; if the tank runs out guests are responsible for refilling or exchanging it. br• Four-wheel drive is highly recommended. During heavy snow periods, the house may not be accessible without it. br• For your protection and ours, there are cameras in the driveway. There are no cameras in the living areas. brbrMeals and Room Tax ID# MRT-10062959brTown of Killington STR Registration #470
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(27)

$416.7

/ Nightly
Private Vacation Home

HappyCub- AC, Hot Tub, Fire Pit, Game Room!

Killington, Vermont, United States

Beautiful location in the heart of Killington, just behind the Market and by Casey`s Caboose. Minutes to the slopes and walking distance to the restaurants, market and shuttle. Relax and connect with friends and family in this lovely 4BR, 2 Bath home. There are 2 floors for people to spread out, enjoy an eat in kitchen and open concept living room with huge Roku TV and Alexa. Downstairs, have fun in the game room, with arcade games, Nintendo, board games and air hockey. Fun for all! brbrbrWe have a dedicated workspace for remote working with very fast internet on a gigabit network.brbrYou will have access to the entire home.brbrWe are local if you need us.brbrWeber grill is propane, not for use with charcoal.brbrPlease note: If you need a pack `n play or a high chair - these must be requested in advance. When you reach out to us, we can provide a link to request these for a fee via BabyQuip.br• Please be sure that you have entered the correct number of guests.br• You understand that use of the hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any injury, harm, or death arising from use of the hot tub, and hold owner and property manager harmless.br• We welcome families and occupants over the age of 25. We have a strict rule of no parties, large groups or events at this home.br• We will provide you with door codes for our smart lock to come and go as you please and for contactless check in and out. No one will meet you at the property.br• Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house. br• Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable.br• Fireworks are not permitted.br• For your safety and ours, we have an outdoor camera aimed at the driveway. There are no cameras in any of the living areas.br• We use ladders to access the bunk beds. You agree to hold the owner harmless for any injury or death that is resulting from the use of the ladders.brbrYour host, Killington Mountain Homes, is pleased to offer a selection of exclusive add-on services available after booking. These optional enhancements are designed to elevate your stay and may include discounted lift tickets, early check-in and late check-out options, reduced rates on local workspaces, and additional hospitality cleaning services.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(9)

$1554.87

/ Nightly
Private Vacation Home

DancingBears- 8BR, 2 Hot Tubs, 2 Homes, Game Room, AC!

Killington, Vermont, United States

Dancing Bears is a two home compound in the heart of Killington. Great location just off the access road, minutes to the slopes, walking distance to the market, restaurants and shuttle. Enjoy 2 homes on 2.7 gorgeous acres. Plenty of space for friends and family to connect and relax. Two hot tubs, 2 game rooms, 4 TVs, tons of indoor and outdoor space to make wonderful memories with friends and family. Enjoy 8 bedrooms with new luxurious linens, 4 baths and fully stocked kitchens. brbrbrThere are two homes on the property, each sleeps 10 and has 4 bedrooms and 2 baths.brbrThere is ample parking onsite and the homes are accessed via smart lock, so you will receive a code for the doors.brbrPlease note: If you need a pack `n play or a high chair - these must be requested in advance. When you reach out to us, we can provide a link to request these for a fee via BabyQuip.br• You understand that use of the hot tubs is at your own risk and that special risks may be involved in using the hot tubs. You accept full responsibility for any injury, harm, or death arising from use of the hot tubs, and hold owner and manager harmless.br• Both homes are non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in either house.br• Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable.br• For your safety and ours, we have outdoor cameras. There are no cameras in any of the living areas.br• We use ladders to access the bunk beds. You agree to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladders.brbrbrYour host, Killington Mountain Homes, is pleased to offer a selection of exclusive add-on services available after booking. These optional enhancements are designed to elevate your stay and may include discounted lift tickets, early check-in and late check-out options, reduced rates on local workspaces, and additional hospitality cleaning services.
Bed 8

Bed

Bath 4

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(5)

$2260.0

/ Nightly
Private Vacation Home

Ski-on Ski-off located on Bear Mountain @Killington

Killington, Vermont, United States

GreatRoom with Fireplace. Open Modern Kitchen, Living and Dining. Bright with massive windows. Outdoor 6-person jacuzzi. Pool table in rec-room. Boot dryer in coatroom Radiant heat. WiFi. High-end linens and appointments
Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(27)

$1344.87

/ Nightly
Private Vacation Home

Spectacular opportunity to enjoy the finest property in Killington Summit

Killington, Vermont, United States

Welcome to this stunning large private home, where breathtaking views and an exceptional location create the perfect getaway. With 7 bedrooms—featuring 7 queen beds and twin bunk beds—this spacious retreat comfortably sleeps up to 14 guests. Leave your cares behind as you relax in this inviting space, complete with a wood-burning stove surrounded by impressive stonework and cathedral ceilings.brGather with family and friends in the standalone rustic entertainment and bar room, or unwind in the outdoor hot tub under the stars. The fully equipped chef's kitchen is a dream for meal preparation, featuring a gas stove, oven, microwave, toaster, and Keurig coffee pot. The dining area comfortably seats 8, making it ideal for memorable family dinners.brThe master bedroom, located in the loft area, boasts an ensuite bathroom that offers both privacy and comfort. The expansive lower level is perfect for entertaining, complete with a ping pong table and a 65-inch entertainment center for movie nights or game days.brFor added luxury, don't miss the private sauna and outdoor hot tub, perfect for unwinding after a day of adventure. This home is an ideal destination year-round: in the summer, enjoy the tranquility of a private community just minutes from the Killington Golf Course, hiking trails, and mountain biking opportunities. brWhether you're planning a family vacation or an extended escape from the city, this home offers the perfect blend of comfort and adventure—a true home away from home!br4o minibrThings to keep in Mind:brbrOur property has a no-smoking policy. No smoking of any kind is allowed. There could be an additional cleaning fee if smoking in the unit.brOur property is not pet-friendly. Additional housekeeping fees could apply if unauthorized pets are found on the property.brMinimum of 24 years of age to rent this condo.brGuests do not have access to parking in the Garage.brThe driveway has a 5-car parking limit.br4WD is highly recommended.brFirewood is provided for your convenience.brA grill is at your disposal, but please keep in mind that you might need to refill the propane tank for your cooking needs. Enjoy your grilling!br*TV's are streaming only*brbrSee our Policy page for additional things to knowbrbrMeals and Room Tax ID# MRT-10062959brTown of Killington STR Registration #469
Bed 7

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(3)

$642.09

/ Nightly
Private Vacation Home

The Mendon House - Outdoor Hot Tub - Minutes to Killington/Pico

Killington, Vermont, United States

The Mendon House - Your Modern Mountain Retreat Near Killington and PicobrBrought to you by GetAwaybrbrWelcome to The Mendon House, a freshly updated three-level Vermont retreat in Mendon. The home now includes a newly renovated basement designed for relaxing and unwinding, featuring a ping pong table ready for friendly matches, paddles stored nearby, two comfortable sofas, and a 75 inch AI smart TV. With direct outdoor access to the hot tub, it is easy to go from game time to soak time in minutes.brbrPerfectly situated just 10 minutes from Killingtons K1 Lodge and only 2 minutes from Pico Mountain Resort, this inviting home offers comfort, style, and convenience surrounded by Vermonts natural beauty. The Appalachian Trail is just steps away, giving guests easy access to hiking and year round outdoor adventure, along with quick drives to dining, shopping, and nightlife in Killington and Rutland.brbrInside, this beautifully designed three-bedroom, two-bath home features an open floor plan with soaring cathedral ceilings. The main level includes a modern kitchen with granite countertops, a large dining area with ample seating, and a spacious living room centered around a cozy propane fireplace and large flat screen TV. Sliding glass doors open to the expansive wrap-around deck, perfect for grilling, dining, and enjoying the fresh mountain air.brbrEach of the home's three bathrooms includes heated floors, offering a cozy, spa-like upgrade that makes chilly mornings and winter stays even more comfortable.brbrUpstairs, a dedicated loft office space makes it easy to work remotely or enjoy a quiet moment. Thoughtful touches like heated bathroom floors, modern decor, and plenty of natural light make every stay extra comfortable. After a day exploring the mountains, this is the kind of place that feels like home and keeps guests coming back year after year.brbrVermont Meals & Rooms Tax Account MRT-10067229-085
Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps
Slider Thumb
Exceptional(1)

$553.54

/ Nightly
Private Vacation Home

Luxury of large space 3min to SKI lifts, walk to bars and restaurants HOT TUB

Killington, Vermont, United States

You are looking at Mid level Apartment Hideaway Chalet.brHideaway Chalet has three levels/ three different apartments. Its modern building with air-conditioning, heat pump heating system, Tesla back up battery for power outages and Tesla car charger. brLocated on access road to ski 3min from ski center.brWalk to restaurants and bars.brLarge living room/ dinning tables and fully equipped Kitchen usually serves whole three level house but in this setting is yours only.brThree bedroom setting with one room with bunk beds sleep 4 two bedrooms with queen beds and big couch opens to queen bed.brHot tub is optional and has $45 fee valid one year. Meaning if you come back and stay with us within year its all payed. For your entire group.brPrive includes linens and luxury towels.
Bed 3

Bed

Bath 1

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(15)

$778.83

/ Nightly
Private Vacation Home

Red Bear Inn- 6.5 Baths! Grill, Pool, Central

Killington, Vermont, United States

Perfect for a big group: A charming former inn, attached to Killington`s delicious Yama Ramen restaurant. Each bedroom has a full en suite bathroom. Cook for a crowd in the huge professional kitchen and relax and spread out in this spacious home. There are winter views of the slopes and the location cannot be beat, you can walk to restaurants and nightlife and can see the resort from your windows! New to the market, RedBearInn is sure to please any big group that doesn`t want to share bathrooms. brbrbrEnter the RedBearInn with use of your private lock code, and the door opens to a warm, inviting space. As you enter, there is a mudroom with plenty of hooks and storage for all of your adventure gear. Continue into the heart of the home with a giant stone fireplace with a modern electric insert. To the left is an extended kitchen and dining area, equipped with a fully stocked kitchen and commercial grade appliances. You’ll be able to cook for a crowd. Downstairs there is also a game room and a cozy TV room. Upstairs, you will find six well appointed bedrooms with private en suite full bathrooms attached. Four of the bedrooms have king beds, one bedroom has two queen beds, and the last bedroom has two twin beds. There is also a laundry room upstairs for your use.brbrWe have a keypad lock for your direct access. You will get the code the day you check in. Make sure to enter the checkmark after entering your code.brbrOur home is managed by Killington Mountain Homes, which has a strong local presence. We are always available if you need us, but we will not be obtrusive if you would like privacy.brbrThe RedBearInn is located in the heart of Killington. So close to the slopes that you can see it from our windows! Walk to restaurants, delis and nightlife.brbrWe are located directly on the main Killington access road with the shuttle stop directly out front. The shuttle runs approximately every 20 minutes or you can take a very short drive to the base of the mountain. You could walk or drive to the local markets, delis, restaurants, and nightlife.brbrThe pool, tennis, sauna, gym and steam room all resort amenities provided by the Woods Spa, which is a short drive down the access road. They are open 9am-4pm Sun - Thu and 9am - 6pm Fri and Sat. They provide towels, showers, lockers and a changing room.brbrPlease note: If you need a pack `n play or a high chair - these must be requested in advance. When you reach out to us, we can provide a link to request these for a fee via BabyQuip.brbrbrThe Spa at The WoodsbrWinter Hours: brMon: 9am – 7pmbrTue: ClosedbrWed: 9am – 7pmbrThu: 9am – 7pmbrFri: 9am – 8pmbrSat: 9am – 8pmbrSun: 9am – 4pmbr• We enjoy our floors -- please do not wear a ski boots or scratchy shoes inside the home.br• Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house.br• Please be sure that you have entered the correct number of guests.br• Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable.br• For your safety and ours, we have an outdoor camera monitoring the driveway/entry. There are no cameras in any living areas.brbrbrYour host, Killington Mountain Homes, is pleased to offer a selection of exclusive add-on services available after booking. These optional enhancements are designed to elevate your stay and may include discounted lift tickets, early check-in and late check-out options, reduced rates on local workspaces, and additional hospitality cleaning services.
Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(15)

$442.59

/ Nightly
Private Vacation Home

Sunrise Mountain Village - Bear View

Killington, Vermont, United States

Bearview at Sunrise Northstar — Mountain Views & Modern ComfortbrBrought to you by GetAwaybrbrWelcome to Bearview at Sunrise Northstar, your luxurious mountain escape nestled just minutes from Killington's Bear Mountain Base Lodge. Perfect for families or groups seeking both adventure and comfort, this spacious three-bedroom, three-bathroom townhouse offers stunning mountain views and easy access to the slopes, hiking trails, and year-round recreation.brbrThe main level welcomes you with an open-concept living, dining, and kitchen area—ideal for gathering after a day on the mountain. Relax in the inviting living room with plush seating, a wood-burning fireplace, and expansive skylight windows that frame the breathtaking view of Bear Mountain. Enjoy movie nights on the flat-screen TV with surround sound and streaming access, or sit down for dinner at the large dining table that opens to the private deck and gas grill. The fully equipped kitchen includes everything you need to prepare family meals or entertain friends, while a queen bedroom and newly renovated full bath complete this floor.brbrUpstairs, the primary suite offers a queen bed, a full bathroom, and a cozy den with a queen pull-out memory foam sofa—perfect for quiet movie nights or extra guests. The lower level adds another queen bedroom, a twin bedroom, and a spacious full bath with a relaxing sauna, as well as a laundry room with a full washer and dryer for your convenience.brbrAfter a day spent skiing, hiking, or exploring Killington's lively après-ski scene, unwind on the deck with a view of the slopes or rejuvenate in your private sauna. Bearview at Sunrise Northstar blends the best of mountain luxury and cozy Vermont charm—where every season feels like the perfect getaway.br​​​​​​​brVermont Meals & Rooms Tax Account: MRT-10067229-024
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(16)

$684.37

/ Nightly
Private Vacation Home

Base Camp Retreat at Killington - Trails, Hot Tub, Fire Pit & Game Room

Killington, Vermont, United States

Enjoy all that Killington has to offer in this new construction, centrally located, spacious and luxurious home. Set on 3.5 acres in the heart of Killington this home abuts recreational trails for mountain biking, hiking, snowshoeing, and is only a 3 minute walk to public transportation for Killington & Pico Mountain. The Base Camp Retreat is a 3 bedroom, 3 full bathroom, custom built home. When you enter you will find a mudroom area large enough to host all of your belongings. The main floor includes a spacious kitchen with quartz countertops and stainless steal appliances, an open concept dining room/living room with vaulted ceilings and a beautiful fireplace, 2 sliding doors that take you to a full deck overlooking the gorgeous scenery of Killington, and a master bedroom and full bathroom. The upstairs includes 2 more bedrooms and full bathroom. Head downstairs to the walkout basement that includes an additional living room space with 2 full over full bunkbeds with twin trundles for overflow sleeping space, a game room that will entertain the entire family, another full bathroom, and access to the hot tub outside. The house has 4 smart TV's all available to stream your favorite movies and TV shows, Wi-Fi, and plenty of amenities so you and your family will have all their needs met during your stay.
Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(4)

$524.32

/ Nightly
Private Vacation Home

Spacious Newly renovated house with Hot tub, Game Room, Fitness room and more!

Killington, Vermont, United States

This 6 bedroom (10 beds total), 4 full bathroom newly renovated house has everything you would ever want. A large deck with hot tub, grilling area, and fire pit to enjoy the beautiful green mountains. On the inside of Cedar Wood Lodge is a large kitchen and living room with a wood burning fireplace to enjoy the cool evenings. The house also has a game room and fitness room to help maximize your stay. brThe house is located just below Pico Mountain, drive less than 10 minutes from Killington Mountain and some of the best restaurants that Killington has to offer. Enjoy hiking, Deer Leap Hiking Trail access point in just a few yards away from the front door. Want to do some shopping! Drive either 10 minutes to downtown Rutland or drive past Killington, roughly 18 minutes into historical town of Woodstock, VT.
Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps

Home Rent a place that suits your needs

Condo

Condo

View 357 Condo
Private vacation home

Private vacation home

View 211 Private vacation home

Home Most popular vacation rentals in Killington

Slider Thumb
Exceptional(4)

$968.57

/ Nightly
Condo

Spacious on Mountain 3 bedroom Condo available for Seasonal Rental.

Killington, Vermont, United States

Bed 3

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(4)

$1138.55

/ Nightly
Private vacation home

The White House - Sleeps 16 - Killington Farmhouse - Hot Tub - Fire Pit

Killington, Vermont, United States

Bed 8

Bed

Bath 3

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(4)

$1071.70

/ Nightly
Private vacation home

Stunning Log Home in Prime Killington Location with Hot tub Ridgetop

Killington, Vermont, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(4)

$1067.80

/ Nightly
Private vacation home

Snowberry Hill, 5 bedroom, Private Luxury Ski Home on Killington Mtn, sleeps 12

Killington, Vermont, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(4)

$1059.92

/ Nightly
Private vacation home

2 miles to ski lifts, 6 BR, 3BA hot tub,yard, AC, grill, lux bedding. CEDARWALK

Killington, Vermont, United States

Bed 6

Bed

Bath 3

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(4)

$1031.05

/ Nightly
Private vacation home

Killington 4BR-4BA Townhouse Midway on Access Road- 2 Miles from Lifts

Killington, Vermont, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(4)

$1010.90

/ Nightly
Private vacation home

DoubleDen- AC, Hot Tub, Fire pit, Grill, Game Room

Killington, Vermont, United States

Bed 6

Bed

Bath 4

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(4)

$999.24

/ Nightly
Private vacation home

Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding

Killington, Vermont, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(4)

$985.98

/ Nightly
Private vacation home

Heavenly Killington luxury home on Killington Road

Killington, Vermont, United States

Bed 7

Bed

Bath 4

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(4)

$891.65

/ Nightly
Condo

Pico Mountain Getaway: 3BR Ski-In Vibes at Pico

Killington, Vermont, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Most Popular Cities in Vermont